Date Outfit Dilemma’s & Dramas: Date Night

Date night is THE night. It’s the big one. Lunch and drinks are cute and everything but when it comes to being asked to dinner by a fine fellow; extra measure of over all beauty must be taken. If he went through the effort to make reservations at a nice restaurant, then we must make the effort to look our very best.

When it comes to going on an evening date, I will always swear by all black. Not only is it flattering for any skin tone and body type, but it looks ultra sexy. If you don’t have an LBD or two, or three, then you are causing your closet some distress. Three must-have LBD’s to own are the professional,  the fun and the sexy little black dress. With these three combinations you’ll have a solid amount of outfit options no matter what situation you find yourself in. But back to dating. I try to shy away from heavy makeup, bright colors and overly done hair. I love a half done, half un-done look. So a up-do that might be a little loose, minimal eye makeup with a red lip, or a nude lip with smokey eyes. The evening is all about mystery, intrigue and that certain Je ne sais quoi. Black is your best friend, and guys love a girl who loves the skin she’s in. Be confident in your own greatness, and don’t over do it on the beauty side. Let your personality shine.

Look One

A bustier top could be a great closet basic to have. It’s versatile and can be dressed up or down,  and layered with a white oxford shirt, can be worn in the office. Paired here with a midi pencil skirt, strappy heels and a blazer for the shoulder, with a soft lippy and jade earrings you have a totally adorable date night look. Since every retail store doesn’t sell bustiers, try switching it with a black silk tank. You’ll still get that edgy look while using a closet basic.

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Look Two

Look two is for the fun, flirty date night. I love the black skater skirt paired with a high neck crop top, it provides coverage in the chest area while your gams are still on for the show. Suede pumps elongate your legs and will temporarily will make you feel like Gisele Bundchen does on the catwalk, which is always a good thing. Splash on a red lip and chunky earrings to amp it up and throw that blazer over your shoulders in case it gets nippy. Love!

In case you thought I left you hanging in the dress department, I actually over did it? I couldn’t pass up these beauties!

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These are my absolute favorite styles.  If you feel like you could never don a figure hugging dress, just remember that spanx is your best friend. It’s been my best friend, and it’s the best friend of pretty much every celebrity woman known to man. It keeps everything in place, just so. Never be ashamed of your spanx!

I love a bold shoe with a black dress, it really pops and says something about the wearers personality; they’re fun and full of surprises. If you feel a dress might be too revealing for the night or for your date, throw that blazer over your shoulders for some coverage.

Your outfit might be minimal, but have fun with accessories and play up your features!

On a side note:

If dresses aren’t your jam and you’re more a pants girl, try a high-waisted fitted cigarette leg dress pant with either a silk tank, bustier, or sleeveless blouse. Go for emerald tones if black isn’t your friend, you’ll still look ultra chic and date-night-ready!

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Date Dilemmas & Dramas: The Formal Date

Being invited to attend a formal function is both terrifying and overwhelming if you don’t have the right tools to help you find the right dress, shoes, accessories, hair and makeup. I once personally witnessed a journalist who was invited to a big to-do shop frantically at H&M for a formal dress, which it happened to have but it was flouncy, had tons of chiffon sewn on in strips and it looked like the something a fairy queen from a movie would wear, and not a journalist from the city.

Case in point: don’t try to be so overly stylish with a major “wow” factor that you end up drawing more attention to the dress, than to the face. If you do find that one-of-a-kind dress, make sure it’s appropriate for the function.

I’ve created a  scenario where a suitor has asked you to join him for the opening night of a ballet or show, or perhaps a formal to meet dignitaries, or perhaps an award show. Below are some dresses  that I would feel confidant wearing to an event where I’m not the honored guest but where I definitely want to shine.

I chose the last dress, because though it seems a bit demure, if you did a nice up-do with a diamond choker necklace, you’d have a soft, elegant but striking look. Well, who am I kidding, bedeck yourself in diamonds regardless of the dress. Timeless, classic, and totally Breakfast at Tiffany’s.

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Date Outfit Dilemmas & Dramas: Day Dates

I recall this one time I rushed to Target to frantically throw together an outfit for a date I had that night. I had “absolutely nothing” to wear, time was running out, and I was scrambling. THANKFULLY I found an amazing huge necklace (the kind that covers your chest, practically) that I threw together with my trusty black silk tank and a black pencil skirt with some heels, and called it good.

Nothing makes a girl more nervous than the feeling of not being put together all the way, or perhaps not being dressed properly for the occasion. I absolutely loathe not knowing what I’m getting myself into when it comes to situations that I need to dress for. For instance; wearing heels to a wedding only to find that it’s on a lawn. You’ve sunk 4 inches into the ground and have now become a permanent fixture in the garden and you wave disparagingly at guests, too afraid to uproot yourself for fear of uprooting clumps of sod with your pumps and receiving disapproving looks from the hostess. OR, you’re balanced so delicately on your toes as to NOT sink in that you’re gently swaying in the breeze, champagne in hand, and people have started to stare at your insinuated sauced ode to the garden fairies. So uncomfortable. (I’ve been there, this is real).

Here, to save the date dilemmas, I will create a style file that can practically cover any situation from day-time dates, evening dates, fancy soiree dates etc. so that you don’t have to have anxiety when the situations arise. Girl, I’ve got your back.

Day Dates are filled with uncertainty and unless your suitor has outlined the activities, you won’t quite know what you’re getting yourself in to. It could be puppies, a walk along the pier, lunch at the grove, a jaunt through the zoo, or a picnic in the park. You just don’t know. For a day date, you want to dress yourself in anticipation for fun to be had. If it’s a first date, you want your personality to shine, and not necessarily your outfit. Let it be demure and simple, but cute, so that the attention is on you, and not your neon yellow dress. Dress simply, but add your own personal touch with accessories that speak to your personality. Give your suitor a glimpse of who you really are.

Look One.

If you sense that your suitor may be posh and if you yourself are posh, or your situation might include having to be posh, then this look is for you. Based on your circumstance, the skirt might not work but the jeans definitely will. I kept it neat and tidy and added some fun bangles and a clutch so that you don’t have to feel like you’ve lost your fashion soul. The wedged sandals are perfect for just about any activity and the small heel will make them comfortable to wear all day. A sneaker wouldn’t be impressive enough, perhaps, and a heel would be too much. Throw a trench over your shoulders if there’s a chill breeze, and if the tank is a bit boob-y, exchange it for a simple loose-fitting black tee with a nice scoop neck. You don’t want to throw your body at your date, after all.

For hair, I’d do a nice loose top-knot or messy up-do. For makeup, you could keep everything really simple but add a nice red lip to spice it up, or just do natural makeup to show that even though you might be posh, you’re not high-maintenance.

Look Two

This look is perfect for any situation, any circumstance. It’s simple but cute, easy to wear and appropriate for a day date. I’ve kept it simple, again, by keeping the colors soft but adding a fun striped short. Wear the earrings and vintage sunnies for added style details and that minimalistic sandal for comfort and fun. A wedged sandal is my go-to for outings because they can be worn comfortably on grass, and they look dressier than a flat sandal. If the shorts won’t work for you (or its chilly outside) then try grey skinnies. The only time I love grey jeans is when you’re pairing it with colors that pop, like the cognac bucket bag and shoes. The bag is great alternative for a more undone day, and the denim jacket will pair nicely with the shorts and tank. Ta-da!

Notice that I’ve pulled some closet basics into each look as well, no need for a flashy outfit!

Let me know which looks you loved and how you could possibly mix and match them!